Reacción #313600

Ecuación de reacción

benzyl 4-methyl-2-(methylsulfinyl)-5-pyrimidinecarboxylate

1-benzyl-3-aminopyrrolidine

N,N-diisopropylethylamine

AcOEt

→

benzyl 2-[(1-benzyl-3-pyrrolidinyl)amino]-4-methyl-5-pyrimidinecarboxylate

Rendimiento 86.0%

Disolventes

dioxane

H2O

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadothe organic layer was washed with brine
2. 2
   Secadodried over MgSO4
3. 3
   OtroThe solvent was evaporated in vacuo
4. 4
   Otrothe residue was chromatographed on alumina eluting with AcOEt-n-hexane (5:5)
5. 5
   workup.ADDITIONThe eluted fractions containing the desired product
6. 6
   Otrowere collected
7. 7
   Otroevaporated in vacuo

Procedimiento

A solution of benzyl 4-methyl-2-(methylsulfinyl)-5-pyrimidinecarboxylate (3.27 g), 1-benzyl-3-aminopyrrolidine (2.98 g) and N,N-diisopropylethylamine (1.75 g) in dioxane (15 ml) was stirred at 130° C. for 11 hours under atmospheric pressure of nitrogen. The reaction mixture was poured into a mixture of AcOEt and H2O and the organic layer was washed with brine and dried over MgSO4. The solvent was evaporated in vacuo and the residue was chromatographed on alumina eluting with AcOEt-n-hexane (5:5). The eluted fractions containing the desired product were collected and evaporated in vacuo to give benzyl 2-[(1-benzyl-3-pyrrolidinyl)amino]-4-methyl-5-pyrimidinecarboxylate (3.9 g).

Fuente